Amides of pyrrolidinoethylamine which can be used in treatment of coughs

Abstract

New chemical compounds, which are pyrrolidinoethylamine amides, in the form of free bases and salts thereof, which are useful as antitussives, pharmaceutical compositions thereof, and method of treating therewith.

We claim: 
     
       1. Method for the treatment of a patient suffering from cough, comprising administering to the patient a compound selected from the group consisting of (a) a pyrrolidinoethylamine amide of the formula: ##STR29## wherein ##STR30## is an acyl radical of a phenylacetic, α-phenyl-α-lower-alkyl (1-5 carbon atoms) acetic, diphenylacetic, benzilic, diphenyl-α-chloroacetic, and α-lower-alkoxy-α,α-diphenylacetic, and (b) a pharmaceutically acceptable acid addition salt thereof, in an amount effective for the alleviation of said condition. 
     
     
       2. Method of claim 1 employing a pharmaceutically acceptable acid addition salt of a basic pyrrolidinoethylamine amide. 
     
     
       3. Method of claim 1 employing a hydrochloride of a basic pyrrolidinoethylamine amide. 
     
     
       4. Method of claim 1 employing a pharmaceutically acceptable acid addition salt wherein the acid is a lipophilic acid, selected from the group consisting of fatty acids of 14 to 22 carbon atoms, inclusive, and pamoic acid. 
     
     
       5. Method of claim 1 employing a compound wherein R is diphenyl-CH-. 
     
     
       6. Method of claim 1 employing a compound wherein R is diphenyl-C(OH)-. 
     
     
       7. Method of claim 1 employing a compound wherein R is phenyl-CH(C 2  H 5 )-. 
     
     
       8. Method of claim 1 employing a compound wherein R is diphenyl-C(B)-, wherein B is hydrogen or hydroxy. 
     
     
       9. Method of claim 5 employing a pharmaceutically acceptable acid addition salt wherein the acid is a lipophilic acid, selected from the group consisting of fatty acids of 14 to 22 carbon atoms, inclusive, and pamoic acid. 
     
     
       10. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)-α-phenyl-α-ethylacetamide acid addition salt. 
     
     
       11. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)-α,α-diphenylacetamide acid addition salt. 
     
     
       12. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)-α,α-diphenyl-α-chloroacetamide acid addition salt. 
     
     
       13. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)-α,α-diphenyl-α-ethoxyacetamide acid addition salt. 
     
     
       14. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)diphenylhydroxyacetamide acid addition salt. 
     
     
       15. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)-α,α-diphenylacetamide pamoate. 
     
     
       16. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)-α,α-diphenylacetamide palmitate. 
     
     
       17. Method of claim 1 employing a compound which is N(2'-pyrrolidinoethyl)-α,-α-diphenylacetamide hydrochloride.